Synthesis, crystal structure, and a molecular modeling approach to identify effective antiviral hydrazide derivative against the main protease of SARS-CoV-2

Mohamed, Shaaban K.; Bakri, Youness El; Abdul, Dalia A.; Ahmad, Sajjad; Albayati, Mustafa R.; Lai, Chin‐Hung; Mague, Joel T.; Tolba, Mahmoud S.

doi:10.1016/j.molstruc.2022.133391

Cited by 7 publications

(3 citation statements)

References 55 publications

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“…[34][35][36][37] In continuation of our trials towards the improvement of green synthetic approaches for the acceleration of reaction rate in water as a green solvent and utilizing a multicomponent reactions. [38][39][40][41][42][43][44][45] Easy and practical water-assisted multicomponent reaction methodologies were described for the design of some pyrazolidindione compounds with the advantage of sustainable chemistry and the hope that have interesting biological activity applications.…”

Section: Introductionmentioning

confidence: 99%

Multicomponent approach to the synthesis and spectral characterization of some 3,5-pyrazolididione derivatives and evaluation as anti-inflammatory agents

El-Ossaily,

Alanazi,

Althobaiti

et al. 2024

10.5267/j.ccl

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Pyrazolones are a class of heterocyclic compounds that contain a pyrazole ring fused to a ketone group. Recent scientific research has focused extensively on the potential anti-inflammatory properties of pyrazolone compounds due to their diverse pharmacological effects in alleviating inflammation and reducing fever. This motivated us to focus on the preparation of these derivatives in a simple and eco-friendly manner. A convenient new green methodology was modified for the preparation of 1-phenyl-3,5-pyrazolidinedione by the sonicated MCR of diethyl malonate, phenylhydrazine, and a catalytic amount imidazole as homogenous organic catalyst in water green solvent in a good yield. On the other hand, some of 4-arylidinepyrazolidinedione derivatives are prepared in the same manner via the treatment of a mixture of diethyl malonate, phenylhydrazine, aromatic aldehydes, and a catalytic amount of imidazole in an aqueous medium. Our target synthesized pyrazolidinediones were elucidated via elemental and several spectral analyses. Due to the importance of pyrazolidinediones in the field of treating inflammation and relieving pain, a number of prepared compounds were chosen to test their efficacy as anti-inflammatory agents using carrageenan-induced foot edema in rats and compare the results with indomethacin, the standard drug. We found that the majority of derivatives yield promising results spanning from good to wonderful, so derivatives (15k, 15b, 15h, 15a, and 15j) yield the best results while derivative (15i) yields an average result. As for the derivative (15f), it yields the lowest results compared to the standard drug. This is due to the difference in the structural composition of these derivatives, which increases the likelihood of their use as anti-inflammatory derivatives.

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Section: Introductionmentioning

confidence: 99%

Multicomponent approach to the synthesis and spectral characterization of some 3,5-pyrazolididione derivatives and evaluation as anti-inflammatory agents

El-Ossaily,

Alanazi,

Althobaiti

et al. 2024

10.5267/j.ccl

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“… 37 Throughout the continuation of our attempts is toward the methodologies for an ecofriendly synthetic facility with the significant benefits of rate acceleration in water as the reaction medium and utilizing a MCR approach. 38 − 45 The simple and practical water-assisted MCR method for the production of pyrazolone derivatives with the benefit of green chemistry and the expectation that they will have interesting biological activity applications is described.…”

Section: Introductionmentioning

confidence: 99%

“…Therefore, one of the study topics of chemists is the synthesis of novel molecules having antimicrobial characteristics. − Pyrazolone derivatives are considered essential components in antimicrobial drug discovery . Throughout the continuation of our attempts is toward the methodologies for an ecofriendly synthetic facility with the significant benefits of rate acceleration in water as the reaction medium and utilizing a MCR approach. − The simple and practical water-assisted MCR method for the production of pyrazolone derivatives with the benefit of green chemistry and the expectation that they will have interesting biological activity applications is described.…”

Section: Introductionmentioning

confidence: 99%

Catalytic and Multicomponent Reactions for Green Synthesis of Some Pyrazolone Compounds and Evaluation as Antimicrobial Agents

et al. 2022

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A green synthetic approach and facile method was developed to produce pyrazole compounds ( 6a–d ) by the reaction of ethyl acetoacetate ( 1 ), hydrazines ( 2a–d ), and catalytic imidazole ( 3 ) in aqueous media. 4-Dicyanomethylene-2-pyrazoline-5-one derivatives ( 14a–d ) were synthesized through the reaction of 2-pyrazoline-5-one derivatives ( 6a–d ) with tetracyanoethylene (TCE) ( 7 ) by using catalytic imidazole ( 3 ) in an aqueous medium. Moreover, the 4-dicyanomethylene derivative ( 16 ) was obtained via treatment of 1-phenyl-3,5-pyrazolidinedione (1 5 ) with TCE ( 7 ). The spiropyrazoleoxirane derivatives ( 18 and 20 ) were prepared by treating the precursor 4-dicyanomethylene-2-pyrazoline-5-one derivative ( 14b ) with hydrogen peroxide in various polar solvents under alkaline conditions. The spiropyrazole oxirane derivative ( 18 ) was used as a precursor for the design of functionalized pyrazolone derivatives ( 24 and 27a , b ). The chemical structure of the novel designed derivatives was ascertained based on elemental analyses, mp, thin-layer chromatography, and spectral analyses. Furthermore, some of the synthesized derivatives were examined against different pathogenic bacterial and fungal strains. Their results demonstrated that some of them revealed notable antimicrobial activities.

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In silico approach to explore anti-chikungunya potential of Schiff’s bases with benzene and pyrimidine moieties

et al. 2023

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Synthesis, crystal structure, and a molecular modeling approach to identify effective antiviral hydrazide derivative against the main protease of SARS-CoV-2

Cited by 7 publications

References 55 publications

Multicomponent approach to the synthesis and spectral characterization of some 3,5-pyrazolididione derivatives and evaluation as anti-inflammatory agents

Multicomponent approach to the synthesis and spectral characterization of some 3,5-pyrazolididione derivatives and evaluation as anti-inflammatory agents

Catalytic and Multicomponent Reactions for Green Synthesis of Some Pyrazolone Compounds and Evaluation as Antimicrobial Agents

In silico approach to explore anti-chikungunya potential of Schiff’s bases with benzene and pyrimidine moieties

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